BRPI0814100B1 - composition to minimize discoloration in an oral care composition and method for preparing the composition - Google Patents
composition to minimize discoloration in an oral care composition and method for preparing the compositionInfo
- Publication number
- BRPI0814100B1 BRPI0814100B1 BRPI0814100A BRPI0814100A BRPI0814100B1 BR PI0814100 B1 BRPI0814100 B1 BR PI0814100B1 BR PI0814100 A BRPI0814100 A BR PI0814100A BR PI0814100 A BRPI0814100 A BR PI0814100A BR PI0814100 B1 BRPI0814100 B1 BR PI0814100B1
- Authority
- BR
- Brazil
- Prior art keywords
- composition
- weight
- amount
- dye
- fluoride
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 67
- 238000000034 method Methods 0.000 title claims description 19
- 238000002845 discoloration Methods 0.000 title claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 82
- 239000000377 silicon dioxide Substances 0.000 claims description 40
- 239000002105 nanoparticle Substances 0.000 claims description 31
- 150000002978 peroxides Chemical class 0.000 claims description 30
- 239000000551 dentifrice Substances 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 17
- -1 persylsate Chemical compound 0.000 claims description 17
- 229940091249 fluoride supplement Drugs 0.000 claims description 15
- 239000011159 matrix material Substances 0.000 claims description 15
- 238000009472 formulation Methods 0.000 claims description 14
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 12
- 235000003599 food sweetener Nutrition 0.000 claims description 11
- 239000003765 sweetening agent Substances 0.000 claims description 11
- 239000002324 mouth wash Substances 0.000 claims description 8
- 229940051866 mouthwash Drugs 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- 239000000796 flavoring agent Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims description 4
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 claims description 4
- 239000004343 Calcium peroxide Substances 0.000 claims description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 3
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical group [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- LHJQIRIGXXHNLA-UHFFFAOYSA-N calcium peroxide Chemical compound [Ca+2].[O-][O-] LHJQIRIGXXHNLA-UHFFFAOYSA-N 0.000 claims description 3
- 235000019402 calcium peroxide Nutrition 0.000 claims description 3
- 235000013355 food flavoring agent Nutrition 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 claims description 3
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 claims description 2
- 229910021594 Copper(II) fluoride Inorganic materials 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 claims description 2
- 229910001634 calcium fluoride Inorganic materials 0.000 claims description 2
- GWFAVIIMQDUCRA-UHFFFAOYSA-L copper(ii) fluoride Chemical compound [F-].[F-].[Cu+2] GWFAVIIMQDUCRA-UHFFFAOYSA-L 0.000 claims description 2
- ZIQLCYCKKROENE-UHFFFAOYSA-L fluoro-dioxido-oxo-$l^{5}-phosphane;tin(2+) Chemical compound [Sn+2].[O-]P([O-])(F)=O ZIQLCYCKKROENE-UHFFFAOYSA-L 0.000 claims description 2
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 claims description 2
- 239000011698 potassium fluoride Substances 0.000 claims description 2
- 235000003270 potassium fluoride Nutrition 0.000 claims description 2
- 239000011775 sodium fluoride Substances 0.000 claims description 2
- 235000013024 sodium fluoride Nutrition 0.000 claims description 2
- 229960004711 sodium monofluorophosphate Drugs 0.000 claims description 2
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 claims description 2
- 229960002799 stannous fluoride Drugs 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- MVJLKNMWTBNBQH-UHFFFAOYSA-N (2,3-diamino-4,5-diethylphenyl)-(2,3-dibenzylphenyl)-phenylmethanol Chemical compound C(C1=CC=CC=C1)C=1C(=C(C=CC=1)C(O)(C1=C(C(=C(C(=C1)CC)CC)N)N)C1=CC=CC=C1)CC1=CC=CC=C1 MVJLKNMWTBNBQH-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 235000012745 brilliant blue FCF Nutrition 0.000 claims 1
- 239000004161 brilliant blue FCF Substances 0.000 claims 1
- 229940095626 calcium fluoride Drugs 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 238000006722 reduction reaction Methods 0.000 claims 1
- LZTRCELOJRDYMQ-UHFFFAOYSA-N triphenylmethanol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)C1=CC=CC=C1 LZTRCELOJRDYMQ-UHFFFAOYSA-N 0.000 claims 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 claims 1
- 239000000975 dye Substances 0.000 description 27
- 239000000499 gel Substances 0.000 description 19
- 241000894007 species Species 0.000 description 18
- 239000000523 sample Substances 0.000 description 13
- 239000000606 toothpaste Substances 0.000 description 9
- 229940034610 toothpaste Drugs 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229920002125 Sokalan® Polymers 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005498 polishing Methods 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- RPZANUYHRMRTTE-UHFFFAOYSA-N 2,3,4-trimethoxy-6-(methoxymethyl)-5-[3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxyoxane;1-[[3,4,5-tris(2-hydroxybutoxy)-6-[4,5,6-tris(2-hydroxybutoxy)-2-(2-hydroxybutoxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]butan-2-ol Chemical compound COC1C(OC)C(OC)C(COC)OC1OC1C(OC)C(OC)C(OC)OC1COC.CCC(O)COC1C(OCC(O)CC)C(OCC(O)CC)C(COCC(O)CC)OC1OC1C(OCC(O)CC)C(OCC(O)CC)C(OCC(O)CC)OC1COCC(O)CC RPZANUYHRMRTTE-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- UBLAMKHIFZBBSS-UHFFFAOYSA-N 3-Methylbutyl pentanoate Chemical compound CCCCC(=O)OCCC(C)C UBLAMKHIFZBBSS-UHFFFAOYSA-N 0.000 description 1
- RFRMMZAKBNXNHE-UHFFFAOYSA-N 6-[4,6-dihydroxy-5-(2-hydroxyethoxy)-2-(hydroxymethyl)oxan-3-yl]oxy-2-(hydroxymethyl)-5-(2-hydroxypropoxy)oxane-3,4-diol Chemical compound CC(O)COC1C(O)C(O)C(CO)OC1OC1C(O)C(OCCO)C(O)OC1CO RFRMMZAKBNXNHE-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 108010011485 Aspartame Proteins 0.000 description 1
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- 241000206575 Chondrus crispus Species 0.000 description 1
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- UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical class [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
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- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
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- 150000001983 dialkylethers Chemical class 0.000 description 1
- 235000019821 dicalcium diphosphate Nutrition 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- JFVXEJADITYJHK-UHFFFAOYSA-L disodium 2-(3-hydroxy-5-sulfonato-1H-indol-2-yl)-3-oxoindole-5-sulfonate Chemical compound [Na+].[Na+].Oc1c([nH]c2ccc(cc12)S([O-])(=O)=O)C1=Nc2ccc(cc2C1=O)S([O-])(=O)=O JFVXEJADITYJHK-UHFFFAOYSA-L 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000576 food coloring agent Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 235000012738 indigotine Nutrition 0.000 description 1
- 239000004179 indigotine Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- 229960004995 magnesium peroxide Drugs 0.000 description 1
- DSJNICGAALCLRF-UHFFFAOYSA-L magnesium;oxidooxy(oxo)borane Chemical compound [Mg+2].[O-]OB=O.[O-]OB=O DSJNICGAALCLRF-UHFFFAOYSA-L 0.000 description 1
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 150000004972 metal peroxides Chemical class 0.000 description 1
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 125000005342 perphosphate group Chemical group 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229960003975 potassium Drugs 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- KVMUSGMZFRRCAS-UHFFFAOYSA-N sodium;5-oxo-1-(4-sulfophenyl)-4-[(4-sulfophenyl)diazenyl]-4h-pyrazole-3-carboxylic acid Chemical compound [Na+].OC(=O)C1=NN(C=2C=CC(=CC=2)S(O)(=O)=O)C(=O)C1N=NC1=CC=C(S(O)(=O)=O)C=C1 KVMUSGMZFRRCAS-UHFFFAOYSA-N 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- UHCGLDSRFKGERO-UHFFFAOYSA-N strontium peroxide Chemical compound [Sr+2].[O-][O-] UHCGLDSRFKGERO-UHFFFAOYSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
- A61K8/21—Fluorides; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
“COMPOSIÇÃO PARA MINIMIZAR A DESCOLORAÇÃO EM UMA COMPOSIÇÃO DE CUIDADO ORAL E MÉTODO PARA PREPARAR A COMPOSIÇÃO” FUNDAMENTOS DA INVENÇÃO"COMPOSITION FOR MINIMIZING DECOLORATION IN AN ORAL CARE COMPOSITION AND METHOD FOR PREPARING COMPOSITION" BACKGROUND OF THE INVENTION
[0011 Espécies de peróxido são conhecidas por serem reativas na presença de um amplo espectro de colorantes de dentes e podem decompor os pigmentos de cor rapidamente. Adieionalmentc, a presença de íon fluoreto em sistemas contendo peróxido intensifica ainda a taxa de decomposição de colorante, resultando não apenas tio dcscoramento da cor, mas também perda na estabilidade do peróxido devido à reação química (redox) com o colorante. Vários remo vedares de radical e agentes de redução foram identificados que supostamente diminuem, mas não substancialmente eliminam, incompatibilidade e instabilidade química entre unia espécie dc peróxido e colorante tal como FD&C Azul 1 e FD&C Amarelo 5, [0021 A técnica não descreve um gel dc dentifrício química e físiologicamente estável compreendendo íons peróxido e fluoreto com corantes orgânicos para minimizar a descoloração c degradação da cor durante um período prolongado de tempo tanto em faixas de temperatura ambiente quanto em de temperatura elevada.Peroxide species are known to be reactive in the presence of a broad spectrum of tooth dyes and can decompose color pigments rapidly. Additionally, the presence of fluoride ion in peroxide-containing systems further intensifies the rate of color decomposition, resulting not only in color discoloration but also loss in peroxide stability due to chemical reaction (redox) with the colorant. Several radical scavengers and reducing agents have been identified that are supposed to decrease, but not substantially eliminate, incompatibility and chemical instability between a peroxide and colorant species such as FD&C Blue 1 and FD&C Yellow 5. The technique does not describe a dc gel. chemically and physiologically stable dentifrice comprising peroxide and fluoride ions with organic dyes to minimize discoloration and color degradation over an extended period of time in both ambient and elevated temperature ranges.
[003| Consequentemente, existe uma necessidade para formular todos os três componentes, íon fluoreto, espécie de peróxido e colorante (corante) em um único sistema com perda mínima e degradação em cor do dentifrício durante um período significante de tempo tanto em faixas de temperatura ambiente quanto de temperatura elevada.[003 | Consequently, there is a need to formulate all three components, fluoride ion, peroxide species and dye (dye) in a single system with minimal loss and color degradation of the toothpaste over a significant period of time in both ambient and ambient temperature ranges. elevated temperature.
BREVE SUMÁRIO DA INVENÇÃO (004| A invenção inclui uma composição para minimizar a descoloração em uma composição de cuidado oral que pode incluir unia matriz de nanopartícula de casca de sílica encapsulada de corante orgânico, uni composto que fornece íon fluoreto, e c) um composto que fornece espécie de peróxido fisiológica mente estável (PSPC). O composto que fornece íon fluoreto pode estar presente em uma quantidade de cerca de 0, l % a cerca de 1% em peso e o PSPC pode estar presente em uma quantidade de cerca de 1% a cerca de 20% em peso. 10051 Também divulgados aqui são métodos de minimizar a descoloração em uma composição de dentifrício oral ou solução para lavagem bucal. Tais métodos incluem combinar uma nanopartícula de casca de sílica encapsulada de corante orgânico e uma formulação compreendendo íons fluoreto e espécies de peróxido, estabilizando a nanopartícula dc casca dc sílica encapsulada de corante, espécies de peróxido, e íons fluoreto em uma formulação de dentifrício ou solução para lavagem bucal, em que a nanopartícula de casca de sílica encapsulada de corante fornece estabilidade dc cor da composição oral durante pelo menos três semanas cm ate 49°C. DESCRIÇÃO DETALHADA DA INVENÇÃOBRIEF SUMMARY OF THE INVENTION The invention includes a composition for minimizing discoloration in an oral care composition which may include an organic dye-encapsulated silica bark nanoparticle matrix, a fluoride ion-providing compound, and (c) a compound which provides provides species of physically stable peroxide (PSPC). The fluoride ion-providing compound may be present in an amount from about 0.1% to about 1% by weight and the PSPC may be present in an amount from about 1% to about 20% by weight. Also disclosed herein are methods of minimizing discoloration in an oral dentifrice composition or mouthwash solution. Such methods include combining an organic dye encapsulated silica bark nanoparticle and a formulation comprising fluoride ions and peroxide species, stabilizing the dye encapsulated silica bark nanoparticle, peroxide species, and fluoride ions into a dentifrice or solution formulation. for mouthwash, wherein the dye-encapsulated silica bark nanoparticle provides color stability of the oral composition for at least three weeks at 49 ° C. DETAILED DESCRIPTION OF THE INVENTION
[006| C omo usado em toda parte, faixas são usadas como forma abreviada para descrever todo e qualquer valor que estiver dentro da faixa. Qualquer valor dentro da faixa pode ser selecionado como o término da faixa. Além disso, todas as referências citadas aqui são por meio deste incorporadas por referência em suas totalidades. No evento de um conflito em uma definição na presente divulgação e aquela de uma referência citada, a presente divulgação controla. (0071 As composições orais da presente invenção incluem produtos que são substancial mente líquidos em caráter, tais como uma lavagem bucal ou enxágue, gel em caráter, pasta em caráter e/οιι são usadas para revestir ou formar películas em dispositivos ou implementos de cuidado oral, tais como fíos-dentais ou escovas de dentes. (0081 C omo usado aqui, o termo “físiologicamente estável” quando referindo-se aos compostos significa que os compostos não substancialmente quebram ou de outro modo tornam-se ineficazes na introdução a um paciente antes de ter um efeito desejado.[006 | As used everywhere, ranges are used for short to describe any and all values within the range. Any value within the range can be selected as the ending of the range. Further, all references cited herein are hereby incorporated by reference in their entirety. In the event of a conflict in a definition in the present disclosure and that of a cited reference, the present disclosure controls. The oral compositions of the present invention include products that are substantially liquid in character, such as a mouthwash or rinse, gel in character, paste in character and / or are used to coat or form films on oral care devices or implements. , such as dental brushes or toothbrushes. (0081 As used herein, the term "physiologically stable" when referring to compounds means that compounds do not substantially break down or otherwise become ineffective upon introduction to a patient before it has a desired effect.
[009] A presente invenção diz respeito a composições para minimizar a descoloração de uma composição de cuidado oral e métodos relacionados. A composição da invenção inclui uma matriz de nanopartícula de casca de sílica encapsulada de corante orgânico, composto(s) que fomece(m) íon fluoreto e um composto que fornece espécie de peróxido (“PSPC”). O composto que fornece íon fluoreto pode ser fisiologicamente estável e presente em qualquer quantidade desejada; preferivelmente cerca de 0,1% a cerca de 1% em peso. O PSPC pode ser um fisiologicamente estável e presente em uma quantidade de cerca de 1% a cerca de 7% em peso, cerca de 1% a cerca de 10%, cerca de 1% a cerca de 15%, cerca de 1% a cerca de 20% ou cerca de 20% ou maior.The present invention relates to compositions for minimizing discoloration of an oral care composition and related methods. The composition of the invention includes an organic dye-encapsulated silica bark nanoparticle matrix, fluoride ion providing compound (s) and a peroxide species providing compound ("PSPC"). The fluoride ion-providing compound may be physiologically stable and present in any desired amount; preferably about 0.1% to about 1% by weight. The PSPC may be a physiologically stable and present in an amount from about 1% to about 7% by weight, about 1% to about 10%, about 1% to about 15%, about 1% to about 10%. about 20% or about 20% or greater.
[0010] Vários exemplos de métodos de preparação de nanopartícuias de casca de sílica encapsulando uma molécula de corante ou outros materiais no núcleo foram relatados. Referência é feita, por exemplo, às Patentes U.S. 6.924.116 (Tan et al.); Patente U.S. 6.548.264 (Tan et al.), e Patente U.S. 6.800.122 (Anderson et al.) cada uma das quais descreve métodos de preparação de nanopartículas tendo um núcleo envolvido por casca de sílica (Si02) usando um método de microemulsão água-em-óleo. Referência também é feita à Publicação de Patente Internacional (WO 2004/074504) (Wiesner et al.), que descreve a preparação de nanopartículas com base em sílica fluorescentes usando um método de condensação de um precursor de sílica e corante. Referência também é feita à Patente US 6.913.825 (Ostafin et al.), que descreve um processo para fabricar revestimentos de nanopartícula de silicato mesoporoso e nanopartículas de sílica mesoporosa ocas por técnica de crescimento em cristal de silicato. Os conteúdos de cada uma destas referências são incorporados aqui por referência em sua totalidade para a descrição da preparação da matriz de nanopartícula de casca de sílica encapsulada de corante, suas características e uso na presente invenção.Several examples of methods of preparing silica bark nanoparticles by encapsulating a dye molecule or other materials in the nucleus have been reported. Reference is made, for example, to U.S. Patent Nos. 6,924,116 (Tan et al.); US Patent 6,548,264 (Tan et al.), And US Patent 6,800,122 (Anderson et al.) Each of which describes methods for preparing nanoparticles having a silica shell (Si02) core using a microemulsion method. water-in-oil. Reference is also made to International Patent Publication (WO 2004/074504) (Wiesner et al.), Which describes the preparation of fluorescent silica-based nanoparticles using a condensation method of a silica precursor and dye. Reference is also made to US Patent 6,913,825 (Ostafin et al.), Which describes a process for fabricating mesoporous silicate nanoparticle coatings and hollow mesoporous silica nanoparticles by silicate crystal growth technique. The contents of each of these references are incorporated herein by reference in their entirety for the description of the preparation of the dye-encapsulated silica shell nanoparticle matrix, its characteristics and use in the present invention.
[0011] Corantes orgânicos usados na prática da presente invenção podem incluir corantes orgânicos não tóxicos, insolúveis em água. Os corantes usados na prática da presente invenção são encapsulados dentro de uma matriz de nanopartícula de casca de sílica como descrito por qualquer um dos métodos de (por exemplo) Tan, Anderson, Ostafin e Wiesner supra. A matriz de nanopartícula de casca de sílica encapsulada de corante é distribuída uniformemente por todo o componente de dentifrício e são geralmente aditivos de cor alimentícios presentemente certificados sob o Food Drug & Cosmetic Act para o uso em alimentos e medicamentos ingeridos.Organic dyes used in the practice of the present invention may include non-toxic, water-insoluble organic dyes. The dyes used in the practice of the present invention are encapsulated within a silica bark nanoparticle matrix as described by any of the methods of (e.g.) Tan, Anderson, Ostafin and Wiesner supra. The dye-encapsulated silica shell nanoparticle matrix is evenly distributed throughout the dentifrice component and are generally food color additives currently certified under the Food Drug & Cosmetic Act for use in ingested foods and medicines.
[0012] Os corantes usados nas composições incluem mas não são limitados a corantes tais como FD&C Vermelho N2 3 (sal de sódio de tetraiodofluoresceína), FD&C Amarelo N2 5 (sal de sódio de ácido 4-p-sulfofenilazo-l-p-sulfofenil-5-hidroxipirazol-3 carboxílico), FD&C Amarelo N2 6 (sal de sódio de p-sulfofenilazo-B-naftol-6-monossulfonato), FD&C Verde N2 3 (sal de dissódio de 4-{[4-(N-etil-p-sulfobenzilamino)-fenil]-(4-hidróxi-2-sulfoniumfenil)-metileno}-[l-(N-etil-N-p-sulfobenzil)- -3,5-cicloexadienimina], FD&C Azul N2 1 (sal de dissódio de anidrido de ácido dibenzildietildiaminotrifenilcarbinol trissulfônico), FD&C Azul N2 2 (sal de sódio de ácido dissulfônico de indigotina) e misturas destes em várias proporções. A concentração do corante quanto ao resultado mais eficaz na presente invenção está presente na composição de dentifrício em uma quantidade de cerca de 0,05 por cento a cerca de 4 por cento em peso.The dyes used in the compositions include but are not limited to dyes such as FD&C Red N2 3 (tetraiodofluorescein sodium salt), FD&C Yellow N2 5 (4-p-sulfophenylazo-lp-sulfophenyl-5 acid sodium salt -hydroxypyrazol-3-carboxylic acid), FD&C Yellow N2 6 (p-sulfophenylazo-B-naphthol-6-monosulfonate sodium salt), FD&C Green N2 3 (4 - {[4- (N-ethyl-p disodium salt -sulfobenzylamino) -phenyl] - (4-hydroxy-2-sulfoniumphenyl) -methylene} - [1- (N-ethyl-Np-sulfobenzyl) -3,5-cyclohexadienimine], FD&C Blue N2 1 (disodium salt of dibenzyldiethyldiaminotrifenylcarbinol trisulfonic acid anhydride, FD&C Blue N2 2 (indigotine disulfonic acid sodium salt) and mixtures thereof in various proportions The concentration of the dye as the most effective result in the present invention is present in the dentifrice composition in an amount of about 0.05 percent to about 4 percent by weight.
[0013] Em uma forma de realização exemplar o corante encapsulado em casca de sílica da composição desta invenção é FD&C Azul N2 1 ou FD&C Amarelo N2 5.In one exemplary embodiment the silica-shell encapsulated dye of the composition of this invention is FD&C Blue No. 21 or FD&C Yellow No. 25.
[0014] Em uma forma de realização exemplar alternativa, a matriz de nanopartícula de casca de sílica encapsulada de corante orgânico da composição desta invenção exibe uma área de superfície baixa que sobrevive a gradientes de pressão osmótica resultando em nenhuma difusão através da casca de sílica.In an alternative exemplary embodiment, the organic dye-encapsulated silica bark nanoparticle matrix of the composition of this invention exhibits a low surface area that survives osmotic pressure gradients resulting in no diffusion through the silica bark.
[0015] Na prática da invenção, a matriz de nanopartícula de casca de sílica encapsulada de corante pode estar presente em qualquer quantidade. Por exemplo, a matriz de nanopartícula de casca de sílica encapsulada de corante pode estar presente em uma quantidade de cerca de 1% a cerca de 4%, cerca de 3% a cerca de 10%, ou cerca de 5% a cerca de 25% em peso da composição total.In practicing the invention, the dye-encapsulated silica bark nanoparticle matrix may be present in any amount. For example, the dye-encapsulated silica bark nanoparticle matrix may be present in an amount from about 1% to about 4%, about 3% to about 10%, or about 5% to about 25%. % by weight of the total composition.
[0016] Vários tipos de compostos que fornecem espécie de peróxido, referidos aqui como “compostos que fornecem espécie de peróxido,” ou (“PSPC”) podem ser usados nesta invenção. Em formas de realização exemplares, PSPC incluem mas não são limitados a peróxido de hidrogênio, peróxido de uréia, peróxido de cálcio, perssilicato, perfosfato, perssulfato, perborato e percarbonato. Peróxidos de metal úteis para a invenção incluem compostos contendo peróxido tais como peróxido de cálcio, peróxido de sódio, peróxido de estrôncio, peróxido de magnésio, e os sais de perborato, perssilicato, perfosfato e percarbonato tais como perborato de sódio, perssilicato de potássio e percarbonato de sódio.Various types of peroxide species providing compounds, referred to herein as "peroxide species providing compounds," or ("PSPC") may be used in this invention. In exemplary embodiments, PSPC include but are not limited to hydrogen peroxide, urea peroxide, calcium peroxide, perssilicate, perphosphate, persulfate, perborate and percarbonate. Metal peroxides useful for the invention include peroxide-containing compounds such as calcium peroxide, sodium peroxide, strontium peroxide, magnesium peroxide, and perborate, perssilicate, perfosphate and percarbonate salts such as sodium perborate, potassium persylate and sodium percarbonate.
[0017] Vários tipos de compostos que fornecem íons fluoreto, referidos aqui como “compostos que fornecem íon fluoreto,” podem ser usados nesta invenção. Em formas de realização exemplares, os compostos que fornecem íon fluoreto incluem mas não são limitados a fluoreto de sódio, fluoreto de potássio, fluoreto de cálcio, fluoreto de magnésio, fluoreto estanoso, monofluorofosfato estanoso, monofluorofosfato de sódio e fluoreto de cobre.Various types of fluoride ion-providing compounds, referred to herein as "fluoride ion-providing compounds," may be used in this invention. In exemplary embodiments, the fluoride ion-providing compounds include but are not limited to sodium fluoride, potassium fluoride, calcium fluoride, magnesium fluoride, stannous fluoride, stannous monofluorophosphate, sodium monofluorophosphate and copper fluoride.
[0018] Solventes orgânicos miscíveis em água adicionais podem estar presentes na composição da invenção. O solvente miscível em água vantajosamente compreende ou altemativamente compreende, um ou mais éteres de alquil glicol, em seguida “éteres de glicol.” Éteres de glicol são bem conhecidos e incluem mas não são limitados a éteres mono- ou dialquílicos de polióis tais como éteres alquílicos de etileno glicol. Espécies de éter de glicol exemplares úteis nas composições de dentifrício incluem mas não são limitadas a polietilenoglicol.Additional water miscible organic solvents may be present in the composition of the invention. The water miscible solvent advantageously comprises or alternatively comprises one or more alkyl glycol ethers, then "glycol ethers." Glycol ethers are well known and include but are not limited to mono- or dialkyl ethers of polyols such as ethers. ethylene glycol alkyls. Exemplary glycol ether species useful in dentifrice compositions include but are not limited to polyethylene glycol.
[0019] Em uma forma de realização exemplar alternativa o etileno glicol da composição desta invenção inclui polietilenoglicol em uma quantidade de pelo menos cerca de 5% em peso. Em uma forma de realização exemplar alternativa, a composição desta invenção inclui ainda ácido fosfórico em uma quantidade de pelo menos cerca de 0,1% em peso. Em algumas formas de realização agentes de polimento podem estar presentes. Agentes de polimento úteis para composições de dentifrício usados na prática da presente invenção incluem mas não são limitados a sílica, alumina calcinada, bicarbonato de sódio, carbonato de cálcio, fosfato de dicálcio e pirofosfato de cálcio podem ser incluídos nas composições de dentifrício de base usadas na prática da presente invenção. Composições de dentifrício visualmente claras são obtidas usando-se agentes de polimento tais como sílica coloidal, tais como aqueles vendidos sobe a designação comercial Zeodent 115 (Zeo 115) disponível da Huber Corporation ou complexos de aluminossilicato de metal alcalino que têm índices de refração próximos aos índices de refração de sistemas líquidos de agente de geleificação (incluindo água e/ou umectante) usados em composições de dentifrício. Em uma forma de realização exemplar alternativa, a composição desta invenção inclui ainda abrasivo de sílica em uma quantidade de cerca de 0,1% a cerca de 0,5% em peso.In an alternative exemplary embodiment the ethylene glycol of the composition of this invention includes polyethylene glycol in an amount of at least about 5% by weight. In an alternative exemplary embodiment, the composition of this invention further includes phosphoric acid in an amount of at least about 0.1% by weight. In some embodiments, polishing agents may be present. Useful polishing agents for dentifrice compositions used in the practice of the present invention include but are not limited to silica, calcined alumina, sodium bicarbonate, calcium carbonate, dicalcium phosphate and calcium pyrophosphate may be included in the base dentifrice compositions used. in the practice of the present invention. Visually clear dentifrice compositions are obtained using polishing agents such as colloidal silica, such as those sold under the trade name Zeodent 115 (Zeo 115) available from Huber Corporation or alkali metal aluminosilicate complexes having refractive indices close to refractive indices of liquid gelling agent systems (including water and / or humectant) used in dentifrice compositions. In an alternative exemplary embodiment, the composition of this invention further includes silica abrasive in an amount from about 0.1% to about 0.5% by weight.
[0020] A composição de dentifrício da presente invenção também pode conter um agente flavorizante. Agentes flavorizantes que são usados na prática da presente invenção incluem mas não são limitados a óleos essenciais assim como vários aldeídos flavorizantes, ésteres, álcoois, e materiais similares. Exemplos dos óleos essenciais incluem óleos de hortelã tais como hortelã-pimenta, gaultéria, sassafrás, cravo-da-índia, sálvia, eucalipto, manjerona, canela, limão, limão-galego, toranja, e laranja. Também úteis são tais substâncias químicas como mentol, carvona, e anetol.The dentifrice composition of the present invention may also contain a flavoring agent. Flavoring agents that are used in the practice of the present invention include but are not limited to essential oils as well as various flavoring aldehydes, esters, alcohols, and similar materials. Examples of essential oils include peppermint oils such as peppermint, wintergreen, sassafras, clove, sage, eucalyptus, marjoram, cinnamon, lemon, lime, grapefruit, and orange. Also useful are such chemicals as menthol, carvone, and anethole.
[0021] Em uma forma de realização exemplar alternativa, a composição desta invenção inclui ainda um flavorizante incorporado na composição de dentifrício ou lavagem bucal em uma concentração em uma quantidade cerca de 0,5% a cerca de 2% em peso.In an alternative exemplary embodiment, the composition of this invention further includes a flavorant incorporated in the toothpaste or mouthwash composition in a concentration in an amount from about 0.5% to about 2% by weight.
[0022] Em uma forma de realização exemplar alternativa, a composição desta invenção inclui ainda água deionizada (Dl) em uma quantidade de cerca de 30% a cerca de 50% em peso.In an alternative exemplary embodiment, the composition of this invention further includes deionized water (D1) in an amount from about 30% to about 50% by weight.
[0023] Adoçantes também podem ser incorporados na composição de dentifrício desta invenção. Adoçantes da presente invenção incluem mas não são limitados tanto a adoçantes naturais quanto artificiais. Adoçantes adequados incluem mas não são limitados a agentes adoçantes solúveis em água tais como monossacarídeos, dissacarídeos e polissacarídeos tais como xilose, ribose, glicose (dextrose), manose, galactose, frutose (levulose), sacarose (açúcar), maltose, adoçantes artificiais solúveis em água tais como os sais de sacarina solúveis, (isto é), sais de sacarina sódica ou cálcica, adoçantes com base em dipeptídeo de sais de ciclamato, tais como adoçantes derivados de ácido L-aspártico, tais como L-aspartil-L-fenilalanina metil éster (aspartame).Sweeteners may also be incorporated into the dentifrice composition of this invention. Sweeteners of the present invention include but are not limited to both natural and artificial sweeteners. Suitable sweeteners include but are not limited to water soluble sweetening agents such as monosaccharides, disaccharides and polysaccharides such as xylose, ribose, glucose (dextrose), mannose, galactose, fructose (sugar), maltose, artificial soluble sweeteners. such as soluble saccharin salts (i.e.), sodium or calcium saccharin salts, dipeptide-based sweeteners of cyclamate salts such as L-aspartic acid-derived sweeteners such as L-aspartyl-L- phenylalanine methyl ester (aspartame).
[0024] Em uma forma de realização alternativa exemplar a invenção inclui ainda um agente adoçante, em que o agente adoçante é sacarina sódica em uma quantidade de cerca de 0,1% a cerca de 0,4% em peso.In an exemplary alternative embodiment the invention further includes a sweetening agent, wherein the sweetening agent is sodium saccharin in an amount from about 0.1% to about 0.4% by weight.
[0025] Na preparação do dentifrício de base de acordo com a presente invenção é utilizado um veículo oralmente aceitável, incluindo uma fase aquosa com umectante que é preferivelmente glicerina ou sorbitol. Em uma forma de realização exemplar, a composição desta invenção inclui ainda glicerina em uma quantidade de pelo menos cerca de 35% a cerca de 45% em peso.In the preparation of the base dentifrice according to the present invention an orally acceptable carrier is employed, including an aqueous wetting phase which is preferably glycerin or sorbitol. In an exemplary embodiment, the composition of this invention further includes glycerin in an amount of at least about 35% to about 45% by weight.
[0026] Exemplos de espessantes orgânicos que podem ser usados na preparação do gel de peróxido em combinação com o espessante inorgânico incluem mas não são limitados a gomas naturais e sintéticas tais como carragenano (Musgo da Irlanda), goma xantana e carboximetil celulose de sódio, amido, polivinilpirrolidona, hidroxietilpropilcelulose, hidroxibutil metil celulose, hidroxipropil metil celulose, e hidroxietil celulose, e polímeros de carboxivinila, comercialmente disponíveis sob as marcas registradas “Carbopol 934, 940, 974 P” da B.F. Goodrich, estes polímeros que consistem de polímeros coloidalmente solúveis em água de ácido poliacrílico reticulado com de cerca de 0,75% a cerca de 2% de polialquil sacarose ou polialquil pentaeritritol como um agente de reticulação, frequentemente com pesos moleculares de cerca de 4 a cerca de 5 milhões ou mais.Examples of organic thickeners which may be used in the preparation of the peroxide gel in combination with the inorganic thickener include but are not limited to natural and synthetic gums such as carrageenan (Irish Moss), xanthan gum and sodium carboxymethyl cellulose, starch, polyvinylpyrrolidone, hydroxyethylpropylcellulose, hydroxybutyl methylcellulose, hydroxypropyl methylcellulose, and hydroxyethylcellulose, and carboxyvinyl polymers, commercially available under the trademarks “Carbopol 934, 940, 974P” from BF Goodrich, these polymers consisting of colloidally soluble polymers in water of cross-linked polyacrylic acid having from about 0.75% to about 2% polyalkyl sucrose or polyalkyl pentaerythritol as a cross-linking agent, often with molecular weights of from about 4 to about 5 million or more.
[0027] Em uma forma de realização exemplar o espessante orgânico tal como Carbopol e/ou Xantana pode ser incorporado no gel de dentifrício da presente invenção em uma quantidade de cerca de 0,1% a cerca de 5% em peso.In an exemplary embodiment the organic thickener such as Carbopol and / or Xanthan may be incorporated into the dentifrice gel of the present invention in an amount from about 0.1% to about 5% by weight.
[0028] Vários outros materiais podem ser incorporados nos componentes do dentifrício desta invenção. Exemplos não limitantes destes incluem conservantes, siliconas, compostos de clorofila, agentes antibacterianos tais como cloroexideno, éteres difenílicos halogenados tais como triclosan, agentes dessensibilizantes tais como nitrato de potássio e citrato de potássio e misturas destes, vitaminas tal como panteão. Estes adjuvantes são incorporados nos componentes do dentifrício em quantidades que não afetam substancial e adversamente as propriedades e características desejadas, e são selecionadas e usadas em quantidades apropriadas, dependendo do tipo particular de componente do dentifrício envolvido.Various other materials may be incorporated into the dentifrice components of this invention. Non-limiting examples thereof include preservatives, silicones, chlorophyll compounds, antibacterial agents such as chlorhexidene, halogenated diphenyl ethers such as triclosan, desensitizing agents such as potassium nitrate and potassium citrate and mixtures thereof, vitamins such as pantheon. These adjuvants are incorporated into the dentifrice components in amounts that do not substantially and adversely affect the desired properties and characteristics, and are selected and used in appropriate amounts, depending on the particular type of dentifrice component involved.
[0029] Em uma forma de realização exemplar alternada, um método para diminuir a descoloração em um dentifrício ou solução de líquido para limpeza bucal para o uso em uma cavidade oral compreende: a) fornecer uma nanopartícula de casca de sílica encapsulada de corante orgânico, b) combinar a nanopartícula de casca de sílica encapsulada de corante com uma formulação compreendendo espécies de peróxido e íons de fluoreto, c) estabilizar a nanopartícula de casca de sílica encapsulada de corante, espécies de peróxido, e íons de fluoreto em uma formulação de dentifrício ou solução de líquido para limpeza bucal, e em que a nanopartícula de casca de sílica encapsulada de corante devolve a estabilidade de cor do gel de dentifrício ou solução de líquido para limpeza bucal durante pelo menos três semanas em até 49° C.In an alternate exemplary embodiment, a method for decreasing discoloration in a dentifrice or mouthwash solution for use in an oral cavity comprises: a) providing an organic dye-encapsulated silica bark nanoparticle, b) combining the dye-encapsulated silica shell nanoparticle with a formulation comprising peroxide species and fluoride ions, c) stabilizing the dye-encapsulated silica shell nanoparticle, peroxide species, and fluoride ions in a dentifrice formulation or mouthwash solution, and wherein the dye-encapsulated silica bark nanoparticle returns the color stability of the toothpaste gel or mouthwash solution for at least three weeks at up to 49 ° C.
EXEMPLOSEXAMPLES
[0030] Formas de realização exemplares da presente invenção serão ilustradas por referência aos seguintes exemplos, que são incluídos para exemplificar, mas não limitam o escopo da presente invenção.Exemplary embodiments of the present invention will be illustrated by reference to the following examples, which are included by way of example, but do not limit the scope of the present invention.
[0031] Os seguintes exemplos ilustram as amostras de teste de géis de dentifrício compreendendo matriz de nanopartícula de casca de sílica encapsulada de corante e seu efeito na estabilidade de cor e descoloração em um dado tempo e faixa de temperatura.The following examples illustrate toothpaste gel test samples comprising dye-encapsulated silica bark nanoparticle matrix and its effect on color stability and discoloration at a given time and temperature range.
[0032] Exemplo 1: Uma formulação de dentifrício, amostra A, foi preparada compreendendo um gel de dentifrício com FD&C Azul 1 regular sem espécies de peróxido. A formulação completa é detalhada na Tabela 1, amostra A.Example 1: A dentifrice formulation, sample A, was prepared comprising a regular FD&C Blue 1 dentifrice gel without peroxide species. The complete formulation is detailed in Table 1, sample A.
[0033] Exemplo 2: Uma formulação de dentifrício, amostra B, foi preparada compreendendo o gel de peróxido de clareamento simples corrente contendo corante FD&C Azul 1 e 5,71% em peso de (35% de peróxido de hidrogênio). A formulação completa é detalhada na Tabela 1, amostra B.Example 2: A dentifrice formulation, sample B, was prepared comprising the standard single bleaching peroxide gel containing FD&C Blue 1 dye and 5.71 wt% (35% hydrogen peroxide). The complete formulation is detailed in Table 1, sample B.
[0034] Exemplo 3: Uma formulação de dentifrício, amostra C, foi preparada compreendendo a mesma composição como a amostra B mas formulada com corante FD&C Azul 1 encapsulado em casca de sílica [0035] Tabela 1: A Tabela 1 ilustra as formulações de dentifrício para as três amostras com e sem peróxido e FD&C azul encapsulado em casca de sílica. TABELA 1: Composições de Amostras de Teste de Dentifrícío (00361 Uma série dc testes de estabilidade de cor foram conduzidos para avaliar o efeito de matriz de nanopartícula de casca de sílica encapsulada de corante FD&C Azul #1 (0,8%) em um gel de formulação de dentifrícío compreendendo espécies de peróxido e íons de fluoreto, (00371 Composições de gel tendo os mesmos ingredientes (exceto para as espécies de peróxido e nanoparticulas de casca de sílica encapsuladas de corante diferentes) foram preparados como identificado na Tabela I. Os exemplos 1 a 3 foram estudados e avaliados. As amostras de gel de dentifrícío foram deixadas envelhecer na temperatura ambiente e a 49°C durante um período de pelo menos três semanas, A cor do gel foi registrada como uma indicação de estabilidade de cor a longo prazo dos géis de dentifrícío. (60381 Um sistema de cor internacional (CfELAB: medindo L*, a* e b*) foi usado para determinar a mudança de cor dos géis envelhecidos. Delta E* representa as diferenças de cor totais entre a amostra envelhecida na temperatura ambiente e amostra envelhecida a 49°C. Os resultados das três amostras envelhecidas são ilustrados na Tabela 2. TABELA .2: Estabilidade de cor de géis envelhecidos 100391 Como ilustrado pelos dados na Tabela 2, os resultados claramentc indicam que a perda de cor (DE) devido a urna reação redox entre a espécie de peróxido e corante foi minimizada usando-se eolorante FD&C Azul #1 de casca dc sílica encapsulada durante o ciclo dc envelhecimento. A amostra Ü (3 semanas em 120° F (48,9°C)) mostra uma mudança que é comparável ao controle sem corante encapsulado e sem espécie de peróxido. A amostra B com espécie de peróxido, mas sem corante encapsulado, entretanto, indica a maior perda de cor e degradação de cor. A cor para a amostra B foi significativamente descolorada devido à oxidação do corante e esta oxidação ocorre mais rapidamente com o aumento da temperatura. Mas a amostra C com peróxido e corante encapsulado em casca de sílica indica uma mudança de cor comparável àquela da amostra de controle A. Especificamente, a melhora também pode ser imediatamente vista no valor b* (conversão de amarelo para azul) e no valor L* (conversão de preto para branco), (0040) A encapsulação de um corante orgânico (eolorante) em uma matriz de nanopartícula com base em sílica na presença de íons peróxido e fluo reto para um gel de dentifricio exibe a variação de cor mínima como uma função do envelhecimento e exibe mudanças de cor similares à formulação de gel que não peróxido (controle). Sem estar ligado pela teoria, este resultado é atribuído à proteção aumentada do corante orgânico pela matriz de nanopartícula de casca de sílica contra reação oxidativa com espécies peróxido e fluoreto no gel de dentifrício. Como tal, a composição de dentifrício não apenas melhora e intensifica a estabilidade de cor do gel de dentifrício, mas também significativamente melhora a percepção do consumidor da estética do produto.Example 3: A dentifrice formulation, sample C, was prepared comprising the same composition as sample B but formulated with FD&C Blue 1 dye encapsulated in silica. Table 1: Table 1 illustrates the dentifrice formulations. for the three samples with and without peroxide and silica shell encapsulated blue FD&C. TABLE 1: Toothpaste Test Sample Compositions (00361 A series of color stability tests were conducted to evaluate the effect of FD&C Blue # 1 dye encapsulated silica shell nanoparticle matrix (0.8%) on a gel of dentifrice formulation comprising peroxide species and fluoride ions, (00371 Gel compositions having the same ingredients (except for the different dye-encapsulated silica bark peroxide and nanoparticles) were prepared as identified in Table I. Examples 1 to 3 were studied and evaluated The toothpaste gel samples were allowed to age at room temperature and at 49 ° C for a period of at least three weeks, The color of the gel was recorded as an indication of long-term color stability. of toothpaste gels. (60381 An international color system (CfELAB: measuring L *, a * and b *) was used to determine the color change of aged gels. Delta E * represents the total color differences between the aged sample at room temperature and the sample aged at 49 ° C. The results of the three aged samples are shown in Table 2. TABLE .2: Color stability of aged gels 100391 As illustrated by the data in Table 2, the results clearly indicate that the color loss (DE) due to a redox reaction between the peroxide species and dye was minimized using FD&C Blue # 1 dye from encapsulated silica bark during the aging cycle. Sample Ü (3 weeks at 120 ° F (48.9 ° C)) shows a change that is comparable to control without encapsulated dye and without peroxide species. Sample B with peroxide species but no encapsulated dye, however, indicates the greatest color loss and color degradation. The color for sample B was significantly discolored due to dye oxidation and this oxidation occurs more rapidly with increasing temperature. But sample C with peroxide and silica bark dye indicates a color change comparable to that of control sample A. Specifically, the improvement can also be seen immediately at the b * value (yellow to blue conversion) and the L value * (black to white conversion), (0040) The encapsulation of an organic (dye) dye in a silica-based nanoparticle matrix in the presence of peroxide ions and straight fluid to a dentifrice gel exhibits minimal color variation as a function of aging and exhibits color changes similar to non-peroxide (control) gel formulation. Unconnected by theory, this result is attributed to the increased protection of the organic dye by the silica bark nanoparticle matrix against oxidative reaction with peroxide and fluoride species in the dentifrice gel. As such, the toothpaste composition not only improves and enhances the color stability of the toothpaste gel, but also significantly enhances the consumer's perception of the aesthetics of the product.
REIVINDICAÇÕES
Claims (13)
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| PCT/US2008/069931 WO2009023393A1 (en) | 2007-08-15 | 2008-07-14 | Color stable peroxide containing dentifrice formulations with dye encapsulated silica shell nanoparticles |
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| AU2010339764B2 (en) * | 2009-12-21 | 2013-04-18 | Colgate-Palmolive Company | Oral care compositions for use with an oral light device |
| DE102011085386A1 (en) | 2011-10-28 | 2013-05-02 | Henkel Ag & Co. Kgaa | Color-stable mouthwashes and mouthwash concentrates |
| EP2905034B1 (en) | 2014-02-06 | 2024-05-01 | Maillefer Instruments Holding S.À.R.L. | Irrigation solution with nanoparticles for use in a method of endodontic treatment |
| CN105253892B (en) * | 2014-06-11 | 2017-10-31 | 苏州同玄新材料有限公司 | A kind of colored aerosil and preparation method thereof |
| US20170258691A1 (en) * | 2014-12-19 | 2017-09-14 | Colgate-Palmolive Company | Oral Care Compositions Containing Biodegradable Particles with Superior Aesthetics |
| US20170326043A1 (en) * | 2014-12-19 | 2017-11-16 | Colgate-Palmolive Company | Stable Whitening Dentifrice Composition with Superior Aesthetics |
| CN109549858B (en) * | 2019-01-10 | 2020-07-07 | 乳源南岭好山好水化妆品有限公司 | Gel for whitening teeth and preparation method thereof |
| US20250143982A1 (en) * | 2023-11-08 | 2025-05-08 | Colgate-Palmolive Company | Oral care compositions |
| WO2025106971A1 (en) * | 2023-11-17 | 2025-05-22 | Colgate-Palmolive Company | Oral care compositions |
| WO2025114127A1 (en) | 2023-12-01 | 2025-06-05 | Evonik Operations Gmbh | Composition comprising biosurfactant, ethanol and dye |
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| US3885028A (en) * | 1970-04-24 | 1975-05-20 | Alberto Culver Co | Fluoride-containing toothpaste |
| JPH03293028A (en) * | 1990-04-10 | 1991-12-24 | Pias Arise Kk | Microcapsule containing coloring matter and cosmetics blended with the microcapsule |
| US5085853A (en) * | 1991-06-24 | 1992-02-04 | Chesebrough-Pond's U.S.A., Division Of Conopco, Inc. | Flavor for peroxide-bicarbonate oral compositions |
| AU660691B2 (en) * | 1991-09-13 | 1995-07-06 | Colgate-Palmolive Company, The | Abrasive tooth whitening dentifrice of improved stability |
| US5217710A (en) * | 1992-03-05 | 1993-06-08 | Chesebrough-Pond's Usa Co. | Stabilized peroxide gels containing fluoride |
| US5683679A (en) * | 1995-12-12 | 1997-11-04 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Oral compositions containing peroxide with stable green colorant |
| US6120754A (en) * | 1998-03-11 | 2000-09-19 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Remineralization of teeth |
| US6074629A (en) * | 1998-07-27 | 2000-06-13 | J. M. Huber Corporation | Dentifrice with a dye absorbing silica for imparting a speckled appearance thereto |
| EP1131038A1 (en) * | 1998-11-20 | 2001-09-12 | The General Hospital Corporation | Permanent, removable tissue markings |
| AU2001252513A1 (en) * | 2000-04-21 | 2001-11-07 | Sol-Gel Technologies Ltd. | Composition exhibiting enhanced formulation stability and delivery of tropical active ingredients |
| US6548264B1 (en) * | 2000-05-17 | 2003-04-15 | University Of Florida | Coated nanoparticles |
| US6913825B2 (en) * | 2001-09-20 | 2005-07-05 | University Of Notre Dame Du Lac | Process for making mesoporous silicate nanoparticle coatings and hollow mesoporous silica nano-shells |
| CN100419426C (en) * | 2002-04-22 | 2008-09-17 | 佛罗里达州立大学 | Functionalized nanoparticles and methods of use thereof |
| US7025950B2 (en) * | 2002-05-09 | 2006-04-11 | The Procter & Gamble Company | Oral care compositions comprising dicarboxy functionalized polyorganosiloxanes |
| US6685916B1 (en) * | 2002-10-31 | 2004-02-03 | Cadbury Adams Usa Llc | Compositions for removing stains from dental surfaces, and methods of making and using the same |
| US7923030B2 (en) * | 2003-03-14 | 2011-04-12 | Sol-Gel Technologies, Inc. | Agent-encapsulating micro- and nanoparticles, methods for preparation of same and products containing same |
| BRPI0413131A (en) * | 2003-07-31 | 2007-04-10 | Sol Gel Technologies Ltd | micro capsules loaded with active ingredients and a method for their preparation |
| GB0510498D0 (en) * | 2005-05-23 | 2005-06-29 | Glaxo Group Ltd | Microcapsule composition |
-
2007
- 2007-08-15 US US11/839,296 patent/US20090047222A1/en not_active Abandoned
-
2008
- 2008-07-14 MY MYPI20095000A patent/MY148263A/en unknown
- 2008-07-14 PL PL08781776T patent/PL2167019T3/en unknown
- 2008-07-14 MX MX2009012161A patent/MX2009012161A/en active IP Right Grant
- 2008-07-14 JP JP2010521065A patent/JP5249331B2/en not_active Expired - Fee Related
- 2008-07-14 CN CN200880103341A patent/CN101784254A/en active Pending
- 2008-07-14 AU AU2008287202A patent/AU2008287202B2/en not_active Ceased
- 2008-07-14 BR BRPI0814100A patent/BRPI0814100B1/en not_active IP Right Cessation
- 2008-07-14 CA CA2689546A patent/CA2689546C/en not_active Expired - Fee Related
- 2008-07-14 EP EP08781776.3A patent/EP2167019B1/en not_active Not-in-force
- 2008-07-14 ES ES08781776.3T patent/ES2527939T3/en active Active
- 2008-07-14 RU RU2010109382/15A patent/RU2445071C2/en not_active IP Right Cessation
- 2008-07-14 WO PCT/US2008/069931 patent/WO2009023393A1/en not_active Ceased
- 2008-08-14 TW TW097130904A patent/TWI369216B/en not_active IP Right Cessation
- 2008-08-14 AR ARP080103559A patent/AR070019A1/en unknown
-
2009
- 2009-11-20 ZA ZA2009/08230A patent/ZA200908230B/en unknown
- 2009-11-25 CO CO09134505A patent/CO6160286A2/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2167019A1 (en) | 2010-03-31 |
| AU2008287202A1 (en) | 2009-02-19 |
| MX2009012161A (en) | 2010-01-29 |
| JP2010536763A (en) | 2010-12-02 |
| MY148263A (en) | 2013-03-29 |
| US20090047222A1 (en) | 2009-02-19 |
| ES2527939T3 (en) | 2015-02-02 |
| RU2445071C2 (en) | 2012-03-20 |
| CA2689546C (en) | 2013-05-14 |
| WO2009023393A1 (en) | 2009-02-19 |
| AU2008287202B2 (en) | 2011-06-09 |
| PL2167019T3 (en) | 2015-06-30 |
| ZA200908230B (en) | 2014-05-28 |
| AR070019A1 (en) | 2010-03-10 |
| CN101784254A (en) | 2010-07-21 |
| JP5249331B2 (en) | 2013-07-31 |
| EP2167019B1 (en) | 2015-01-07 |
| TW200924798A (en) | 2009-06-16 |
| CO6160286A2 (en) | 2010-05-20 |
| BRPI0814100A2 (en) | 2015-02-03 |
| TWI369216B (en) | 2012-08-01 |
| RU2010109382A (en) | 2011-09-20 |
| CA2689546A1 (en) | 2009-02-19 |
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